1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

Base Information

Chemical Name:1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol
CAS No.:850534-43-9
Molecular Formula:C₃₄H₅₄O₈Si
Molecular Weight:618.883
Hs Code.:

1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

Synonyms:1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

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Chemical Property of 1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

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Technology Process of 1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

There total 11 articles about 1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 850534-42-8
1-[(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4R,6R)-2,2-dimethyl(1,3-dioxan-4-yl))methyl](1R,2R)-2-[(phenylmethoxy)methoxy]propyl 2,2-dimethylpropanoate

: 850534-43-9
1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo048308m

Reference yield:

: 850534-25-7
(2R,3R)-5-(chloromethyl)-2-[(phenylmethoxy)methoxy]hex-5-en-3-ol

: 850534-43-9
1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 81 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: BF₃*OEt₂

3.1: O₃ / CH₂Cl₂ / -90 °C

3.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

4.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 16 h / -20 °C

5.1: 88 percent / TsOH*H₂O / 1 h / 20 °C

6.1: 81 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

With pyridine; dmap; n-butyllithium; tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; acetic acid; diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo048308m

Reference yield:

: 3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propionaldehyde

: 850534-43-9
1-(6-{(1R)-1-[(4-methoxyphenyl)methoxy]-2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2R,3R)-3-[(phenylmethoxy)methoxy]butan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: BF₃*OEt₂

2.1: O₃ / CH₂Cl₂ / -90 °C

2.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

3.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 16 h / -20 °C

4.1: 88 percent / TsOH*H₂O / 1 h / 20 °C

5.1: 81 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; acetic acid; diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo048308m